4. Round | 30/08/2008 | Dundee United | - | Kilmarnock FC | 0:2 | ||||
11. Round | 01/11/2008 | Aberdeen FC | - | Kilmarnock FC | 1:0 | ||||
12. Round | 09/11/2008 | Kilmarnock FC | - | Rangers FC | 0:4 | ||||
18. Round | 15/12/2008 | Motherwell FC | - | Kilmarnock FC | 0:2 | ||||
19. Round | 20/12/2008 | Kilmarnock FC | - | St. Mirren FC | 0:1 | ||||
20. Round | 27/12/2008 | Hibernian FC | - | Kilmarnock FC | 2:4 | ||||
21. Round | 03/01/2009 | Falkirk FC | - | Kilmarnock FC | 1:1 | ||||
25. Round | 14/02/2009 | Kilmarnock FC | - | Hibernian FC | 1:1 | ||||
26. Round | 21/02/2009 | Rangers FC | - | Kilmarnock FC | 3:1 | ||||
31. Round | 04/04/2009 | Heart of Midlothian | - | Kilmarnock FC | 3:1 |